ES2215536T3 - Procedimiento para la produccion de aldehidos a partir de olefinas mediante hidroformilacion. - Google Patents
Procedimiento para la produccion de aldehidos a partir de olefinas mediante hidroformilacion.Info
- Publication number
- ES2215536T3 ES2215536T3 ES00121487T ES00121487T ES2215536T3 ES 2215536 T3 ES2215536 T3 ES 2215536T3 ES 00121487 T ES00121487 T ES 00121487T ES 00121487 T ES00121487 T ES 00121487T ES 2215536 T3 ES2215536 T3 ES 2215536T3
- Authority
- ES
- Spain
- Prior art keywords
- aliphatic
- different
- same
- carbon atoms
- olefins
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 150000001336 alkenes Chemical class 0.000 title claims abstract description 61
- 238000000034 method Methods 0.000 title claims abstract description 25
- 238000004519 manufacturing process Methods 0.000 title description 8
- 239000003446 ligand Substances 0.000 claims abstract description 44
- 238000007037 hydroformylation reaction Methods 0.000 claims abstract description 30
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 23
- 229910052751 metal Inorganic materials 0.000 claims abstract description 21
- 239000002184 metal Substances 0.000 claims abstract description 21
- 239000003054 catalyst Substances 0.000 claims abstract description 19
- 125000003118 aryl group Chemical group 0.000 claims abstract description 15
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 13
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 12
- 230000008569 process Effects 0.000 claims abstract description 12
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims abstract description 11
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 11
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 10
- 229910052785 arsenic Inorganic materials 0.000 claims abstract description 9
- 230000007704 transition Effects 0.000 claims abstract description 9
- 229910052787 antimony Inorganic materials 0.000 claims abstract description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 7
- 230000000737 periodic effect Effects 0.000 claims abstract description 7
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 6
- 230000003197 catalytic effect Effects 0.000 claims abstract description 4
- 125000004429 atom Chemical group 0.000 claims description 15
- 239000010948 rhodium Substances 0.000 claims description 10
- 229910052703 rhodium Inorganic materials 0.000 claims description 7
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 229910017052 cobalt Inorganic materials 0.000 claims description 4
- 239000010941 cobalt Substances 0.000 claims description 4
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims 5
- 150000004945 aromatic hydrocarbons Chemical group 0.000 abstract description 4
- 239000000203 mixture Substances 0.000 description 25
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 17
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- 150000001299 aldehydes Chemical class 0.000 description 14
- 238000006243 chemical reaction Methods 0.000 description 11
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical compound OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 10
- 238000007254 oxidation reaction Methods 0.000 description 9
- 125000005842 heteroatom Chemical group 0.000 description 8
- 230000003647 oxidation Effects 0.000 description 8
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 7
- 239000007789 gas Substances 0.000 description 6
- -1 cyclic olefins Chemical class 0.000 description 5
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- GYHFUZHODSMOHU-UHFFFAOYSA-N nonanal Chemical compound CCCCCCCCC=O GYHFUZHODSMOHU-UHFFFAOYSA-N 0.000 description 4
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 4
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical class CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 3
- 125000002015 acyclic group Chemical group 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 125000005498 phthalate group Chemical class 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 2
- HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 2
- UNNGUFMVYQJGTD-UHFFFAOYSA-N 2-Ethylbutanal Chemical compound CCC(CC)C=O UNNGUFMVYQJGTD-UHFFFAOYSA-N 0.000 description 2
- FTZILAQGHINQQR-UHFFFAOYSA-N 2-Methylpentanal Chemical compound CCCC(C)C=O FTZILAQGHINQQR-UHFFFAOYSA-N 0.000 description 2
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 125000005841 biaryl group Chemical group 0.000 description 2
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
- 239000012018 catalyst precursor Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 238000006471 dimerization reaction Methods 0.000 description 2
- 238000006073 displacement reaction Methods 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 239000003574 free electron Substances 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- JARKCYVAAOWBJS-UHFFFAOYSA-N hexanal Chemical compound CCCCCC=O JARKCYVAAOWBJS-UHFFFAOYSA-N 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N methylene hexane Natural products CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000006384 oligomerization reaction Methods 0.000 description 2
- QMMOXUPEWRXHJS-UHFFFAOYSA-N pentene-2 Natural products CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 description 2
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 2
- 125000004437 phosphorous atom Chemical group 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 150000003283 rhodium Chemical class 0.000 description 2
- 238000005829 trimerization reaction Methods 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- 239000002966 varnish Substances 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- DAFHKNAQFPVRKR-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylpropanoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)C DAFHKNAQFPVRKR-UHFFFAOYSA-N 0.000 description 1
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 1
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1 -dodecene Natural products CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 1
- RCBGGJURENJHKV-UHFFFAOYSA-N 2-methylhept-1-ene Chemical compound CCCCCC(C)=C RCBGGJURENJHKV-UHFFFAOYSA-N 0.000 description 1
- IRUDSQHLKGNCGF-UHFFFAOYSA-N 2-methylhex-1-ene Chemical compound CCCCC(C)=C IRUDSQHLKGNCGF-UHFFFAOYSA-N 0.000 description 1
- QDMFTFWKTYXBIW-UHFFFAOYSA-N 3-Methyl-1-heptene Chemical compound CCCCC(C)C=C QDMFTFWKTYXBIW-UHFFFAOYSA-N 0.000 description 1
- GDVBVQRZGJITDD-UHFFFAOYSA-N 3-ethylheptanal Chemical compound CCCCC(CC)CC=O GDVBVQRZGJITDD-UHFFFAOYSA-N 0.000 description 1
- ZQDPJFUHLCOCRG-UHFFFAOYSA-N 3-hexene Chemical compound CCC=CCC ZQDPJFUHLCOCRG-UHFFFAOYSA-N 0.000 description 1
- XTVRLCUJHGUXCP-UHFFFAOYSA-N 3-methyleneheptane Chemical compound CCCCC(=C)CC XTVRLCUJHGUXCP-UHFFFAOYSA-N 0.000 description 1
- RITONZMLZWYPHW-UHFFFAOYSA-N 3-methylhex-1-ene Chemical compound CCCC(C)C=C RITONZMLZWYPHW-UHFFFAOYSA-N 0.000 description 1
- XZJZVNABSFJYOK-UHFFFAOYSA-N 3-methylidenenonane Chemical compound CCCCCCC(=C)CC XZJZVNABSFJYOK-UHFFFAOYSA-N 0.000 description 1
- GLUPFQMLFXGTNL-UHFFFAOYSA-N 3-methyloct-1-ene Chemical compound CCCCCC(C)C=C GLUPFQMLFXGTNL-UHFFFAOYSA-N 0.000 description 1
- BHGPIAGMXTUGTL-UHFFFAOYSA-N 4,5-dimethylheptanal Chemical compound CCC(C)C(C)CCC=O BHGPIAGMXTUGTL-UHFFFAOYSA-N 0.000 description 1
- GRRNPXSTCFOUCZ-UHFFFAOYSA-N 4-methyloctanal Chemical compound CCCCC(C)CCC=O GRRNPXSTCFOUCZ-UHFFFAOYSA-N 0.000 description 1
- ANZKSSJWPUCGOP-UHFFFAOYSA-N 6-methyloctanal Chemical compound CCC(C)CCCCC=O ANZKSSJWPUCGOP-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- WYDXAWJSEGXDMV-UHFFFAOYSA-N but-1-ene Chemical compound CCC=C.CCC=C.CCC=C WYDXAWJSEGXDMV-UHFFFAOYSA-N 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 229940069096 dodecene Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000007172 homogeneous catalysis Methods 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 230000001394 metastastic effect Effects 0.000 description 1
- 206010061289 metastatic neoplasm Diseases 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000006077 pvc stabilizer Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003512 tertiary amines Chemical group 0.000 description 1
- 229940095068 tetradecene Drugs 0.000 description 1
- 150000003568 thioethers Chemical group 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/49—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide
- C07C45/50—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with carbon monoxide by oxo-reactions
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19954721 | 1999-11-12 | ||
| DE19954721A DE19954721A1 (de) | 1999-11-12 | 1999-11-12 | Verfahren zur Herstellung von Aldehyden aus Olefinen durch Hydroformylierung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2215536T3 true ES2215536T3 (es) | 2004-10-16 |
Family
ID=7928984
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES00121487T Expired - Lifetime ES2215536T3 (es) | 1999-11-12 | 2000-09-29 | Procedimiento para la produccion de aldehidos a partir de olefinas mediante hidroformilacion. |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US20030144559A1 (xx) |
| EP (1) | EP1099677B1 (xx) |
| JP (1) | JP2001187758A (xx) |
| KR (1) | KR20010051610A (xx) |
| CN (1) | CN1319580A (xx) |
| AR (1) | AR026426A1 (xx) |
| AT (1) | ATE262501T1 (xx) |
| BR (1) | BR0005320A (xx) |
| CA (1) | CA2325675A1 (xx) |
| CZ (1) | CZ20004141A3 (xx) |
| DE (2) | DE19954721A1 (xx) |
| ES (1) | ES2215536T3 (xx) |
| ID (1) | ID28361A (xx) |
| MX (1) | MXPA00011027A (xx) |
| PL (1) | PL343791A1 (xx) |
| SA (1) | SA01210710A (xx) |
| SG (1) | SG97970A1 (xx) |
| TW (1) | TW546284B (xx) |
| ZA (1) | ZA200006513B (xx) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10058383A1 (de) | 2000-11-24 | 2002-05-29 | Oxeno Olefinchemie Gmbh | Neue Phosphininverbindungen und deren Metallkomplexe |
| WO2003078444A2 (en) | 2002-03-11 | 2003-09-25 | Union Carbide Chemicals & Plastics Technology Corporation | Bisphosphite ligands for carbonylation processes |
| DE10210918B4 (de) | 2002-03-13 | 2004-06-03 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von Bisphosphiten |
| DE10220799A1 (de) * | 2002-05-10 | 2003-12-11 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von C13-Alkoholgemischen |
| DE10220801A1 (de) | 2002-05-10 | 2003-11-20 | Oxeno Olefinchemie Gmbh | Verfahren zur Rhodium-katalysierten Hydroformylierung von Olefinen unter Reduzierung der Rhodiumverluste |
| DE10223593A1 (de) * | 2002-05-27 | 2003-12-11 | Degussa | Hydroxydiphosphine und deren Verwendung in der Katalyse |
| KR100988732B1 (ko) | 2002-08-31 | 2010-10-20 | 에보니크 옥세노 게엠베하 | 사이클릭 탄산 에스테르의 존재하에 개질되지 않은 금속 착물에 의해 촉매된 올레핀계 불포화 화합물의 하이드로포밀화에 의해 알데하이드를 제조하는 방법 |
| PL206145B1 (pl) | 2002-08-31 | 2010-07-30 | Oxeno Olefinchemie Gmbhoxeno Olefinchemie Gmbh | Sposób hydroformylowania związków nienasyconych olefinowo, w szczególności olefin, w obecności cyklicznych estrów kwasów karboksylowych |
| US7294729B2 (en) | 2002-10-15 | 2007-11-13 | Union Carbide Chemicals & Plastics Technology Corporation | Bis-chelating ligand and use thereof in carbonylation processes |
| DE10360772A1 (de) * | 2003-12-23 | 2005-07-28 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von Organoacylphosphiten |
| DE10360771A1 (de) * | 2003-12-23 | 2005-07-28 | Oxeno Olefinchemie Gmbh | Verfahren zur Herstellung von dreiwertigen Organophosphor-Verbindungen |
| DE102004013514A1 (de) * | 2004-03-19 | 2005-10-06 | Oxeno Olefinchemie Gmbh | Verfahren zur Hydroformylierung von Olefinen in Anwesenheit von neuen phosphororganischen Verbindungen |
| DE102005014055A1 (de) * | 2005-03-23 | 2006-09-28 | Degussa Ag | Unsymmetrisch substituierte Phospholankatalysatoren |
| DE102005042464A1 (de) * | 2005-09-07 | 2007-03-08 | Oxeno Olefinchemie Gmbh | Carbonylierungsverfahren unter Zusatz von sterisch gehinderten sekundären Aminen |
| CA2647396C (en) | 2006-03-17 | 2014-01-07 | University Of Kansas | Tuning product selectivity in catalytic hydroformylation reactions with carbon dioxide expanded liquids |
| DE102006034442A1 (de) * | 2006-07-26 | 2008-01-31 | Oxeno Olefinchemie Gmbh | Katalysatorvorstufe für einen Rh-Komplexkatalysator |
| DE102006058682A1 (de) * | 2006-12-13 | 2008-06-19 | Evonik Oxeno Gmbh | Bisphosphitliganden für die übergangsmetallkatalysierte Hydroformylierung |
| US7586010B2 (en) * | 2006-12-21 | 2009-09-08 | Eastman Chemical Company | Phosphonite-containing catalysts for hydroformylation processes |
| DE102007023514A1 (de) * | 2007-05-18 | 2008-11-20 | Evonik Oxeno Gmbh | Stabile Katalysatorvorstufe von Rh-Komplexkatalysatoren |
| US7872156B2 (en) * | 2007-12-26 | 2011-01-18 | Eastman Chemical Company | Fluorophosphite containing catalysts for hydroformylation processes |
| US7872157B2 (en) * | 2007-12-26 | 2011-01-18 | Eastman Chemical Company | Phosphonite containing catalysts for hydroformylation processes |
| DE102008002188A1 (de) * | 2008-06-03 | 2009-12-10 | Evonik Oxeno Gmbh | Verfahren zur Abtrennung von 1-Buten aus C4-haltigen Kohlenwasserstoffströmen durch Hydroformylierung |
| JP5670909B2 (ja) | 2008-11-14 | 2015-02-18 | ユニバーシティ・オブ・カンザス | ポリマーに担持された遷移金属触媒錯体、及びその使用方法 |
| US7928267B1 (en) | 2009-06-22 | 2011-04-19 | Eastman Chemical Company | Phosphite containing catalysts for hydroformylation processes |
| DE102014209534A1 (de) | 2014-05-20 | 2015-11-26 | Evonik Degussa Gmbh | Neue Monophosphitliganden mit einer Carbonat-Gruppe |
| DE102014209533A1 (de) * | 2014-05-20 | 2015-12-17 | Evonik Degussa Gmbh | Gemische von Monophosphitligand und deren Verwendung zur Katalyse einer Hydroformylierungsreaktion |
| DE102014209532A1 (de) | 2014-05-20 | 2015-11-26 | Evonik Degussa Gmbh | Neue Monophosphitliganden mit einer tert-Butyloxycarbonyl-Gruppe |
| ES2626367T3 (es) | 2014-12-04 | 2017-07-24 | Evonik Degussa Gmbh | Monofosfitos que presentan un componente biarilo asimétrico |
| CN105777988B (zh) * | 2014-12-19 | 2018-04-06 | 中国科学院大连化学物理研究所 | 一种含p有机聚合物及其制备方法和应用 |
| DE102015207864A1 (de) | 2015-04-29 | 2016-11-03 | Evonik Degussa Gmbh | Neue Monophosphitverbindungen mit einer Ethergruppe |
| DE102015207860A1 (de) | 2015-04-29 | 2016-11-03 | Evonik Degussa Gmbh | Neue Monophosphitverbindungen mit einer Methylgruppe |
| DE102015207870A1 (de) | 2015-04-29 | 2016-11-03 | Evonik Degussa Gmbh | Neue Monophosphitverbindungen mit einer Sulfonatgruppe |
| DE102015207866A1 (de) | 2015-04-29 | 2016-11-03 | Evonik Degussa Gmbh | Neue Monophosphitverbindungen mit einer Estergruppe |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6265620B1 (en) * | 1997-03-27 | 2001-07-24 | Mitsubishi Chemical Corporation | Process for producing aldehydes |
-
1999
- 1999-11-12 DE DE19954721A patent/DE19954721A1/de not_active Withdrawn
-
2000
- 2000-09-29 ES ES00121487T patent/ES2215536T3/es not_active Expired - Lifetime
- 2000-09-29 AT AT00121487T patent/ATE262501T1/de not_active IP Right Cessation
- 2000-09-29 DE DE50005778T patent/DE50005778D1/de not_active Expired - Fee Related
- 2000-09-29 EP EP00121487A patent/EP1099677B1/de not_active Expired - Lifetime
- 2000-11-03 ID IDP20000948D patent/ID28361A/id unknown
- 2000-11-06 SG SG200006496A patent/SG97970A1/en unknown
- 2000-11-08 CZ CZ20004141A patent/CZ20004141A3/cs unknown
- 2000-11-09 MX MXPA00011027A patent/MXPA00011027A/es unknown
- 2000-11-09 BR BR0005320-1A patent/BR0005320A/pt not_active IP Right Cessation
- 2000-11-09 JP JP2000342073A patent/JP2001187758A/ja active Pending
- 2000-11-10 PL PL00343791A patent/PL343791A1/xx unknown
- 2000-11-10 CA CA002325675A patent/CA2325675A1/en not_active Abandoned
- 2000-11-10 ZA ZA200006513A patent/ZA200006513B/xx unknown
- 2000-11-10 TW TW089123803A patent/TW546284B/zh not_active IP Right Cessation
- 2000-11-10 KR KR1020000066792A patent/KR20010051610A/ko not_active Application Discontinuation
- 2000-11-10 AR ARP000105934A patent/AR026426A1/es unknown
- 2000-11-13 CN CN00132365A patent/CN1319580A/zh active Pending
-
2001
- 2001-02-06 SA SA01210710A patent/SA01210710A/ar unknown
-
2002
- 2002-11-13 US US10/292,448 patent/US20030144559A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| JP2001187758A (ja) | 2001-07-10 |
| SA01210710A (ar) | 2005-12-03 |
| CN1319580A (zh) | 2001-10-31 |
| ZA200006513B (en) | 2001-05-28 |
| AR026426A1 (es) | 2003-02-12 |
| DE50005778D1 (de) | 2004-04-29 |
| PL343791A1 (en) | 2001-05-21 |
| ATE262501T1 (de) | 2004-04-15 |
| ID28361A (id) | 2001-05-17 |
| SG97970A1 (en) | 2003-08-20 |
| DE19954721A1 (de) | 2001-05-17 |
| EP1099677B1 (de) | 2004-03-24 |
| EP1099677A1 (de) | 2001-05-16 |
| US20030144559A1 (en) | 2003-07-31 |
| CA2325675A1 (en) | 2001-05-12 |
| BR0005320A (pt) | 2001-07-03 |
| MXPA00011027A (es) | 2002-05-23 |
| KR20010051610A (ko) | 2001-06-25 |
| CZ20004141A3 (cs) | 2002-04-17 |
| TW546284B (en) | 2003-08-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES2215536T3 (es) | Procedimiento para la produccion de aldehidos a partir de olefinas mediante hidroformilacion. | |
| US6403837B1 (en) | Process for the catalytic preparation of aldehydes from olefins using ligand mixtures | |
| ES2208510T3 (es) | Nuevos compuestos de fosfinina y sus complejos metalicos. | |
| ES2271934T3 (es) | Nuevos compuestos de fosfito y nuevos complejos metalicos de fosfito. | |
| RU2337090C2 (ru) | Способ гидроформилирования олефиновых соединений в присутствии циклических эфиров угольной кислоты | |
| KR20090088907A (ko) | 전이 금속으로 촉매되는 히드로포르밀화를 위한 비스포스파이트 리간드 | |
| JP6058069B2 (ja) | ｔ−ブチルオキシカルボニル基を有する新規のモノホスフィット配位子 | |
| KR100286843B1 (ko) | 데실알콜혼합물의 제조방법 및 데실알콜혼합물로부터 수득가능한 가소제로서의 이성체성 디데실 프탈레이트의 혼합물의 제조방법 | |
| JP5972427B2 (ja) | モノホスフィット配位子の混合物および前記混合物のヒドロホルミル化反応の触媒反応のための使用 | |
| JP2004501927A (ja) | ビスホスフィット化合物、その金属錯体およびオレフィンのヒドロホルミル化における該化合物および錯体の使用 | |
| SA109300352B1 (ar) | عملية لإزالة 1-بيوتين من تيارات هيدروكربونية تحتوي على 4 ذرات كربون عن طريق الهيدروفورملة | |
| EP1735263A1 (en) | Process for the carbonylation of ethylenically or acetylenically unsaturated compounds | |
| JP2015221795A (ja) | モノホスフィット混合物を使用したオレフィンからのアルデヒドの触媒的製造方法 | |
| KR100276935B1 (ko) | 이성체성 데실 알콜의 혼합물, 이로부터 수득가능한 프탈레이트 및 가소제로서의 프탈레이트의 용도 | |
| US7265242B2 (en) | Process for the carbonylation of ethylenically or acetylenically unsaturated compounds | |
| TW201605880A (zh) | 新穎之具有碳酸酯基團的單亞磷酸酯配位基 | |
| JP2022164590A (ja) | オープン３－メチル化外部単位を有するジホスファイト | |
| GB2256641A (en) | Hydroformylation of alpha olefins | |
| TWI803083B (zh) | 多環脂族二醛之製備方法 |